
Holiday rentals with a pool in Okaloosa County
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Top-rated rentals with a pool in Okaloosa County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

The Merry Whale on The Emerald Coast
Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

2 Beach Chairs Included! Villa @ Sandpiper Cove
Unit 27 @ Sandpiper Cove has the MOST to offer in Destin! 5 pools, 3 hot tubs, 6 tennis courts, shuffleboard, fishing, beach bar, beach volleyball, and FREE par 3 nine hole golf included! Villa features a large private deck, WIFI, open spaces, and fully renovated. Just a two minute walk to the beach! Sandpiper Cove offers a family setting with no high rise elevators. Full water front restaurant and bar located less than 1 minute walk from unit. Free use of owners beach chairs, umbrellas, & toys!

Waterview Villa, Steps to the Sand, King Bed, Pool
Located in the heart of Destin, FL, this stunning top-floor beach villa duplex offers 2 bedrooms and 2 baths, perfect for families or friends. The master suite features a king bed, while the second bedroom includes full bunk beds and a twin trundle. Enjoy breathtaking private lake views and easy access to the white sand beach only steps away. The villa boasts a full kitchen for home-cooked meals and access to a sparkling community pool. Comfort and Convenience await in this serene beach getaway

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1203—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 12th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

3BR Crystal Beach Retreat | Pool + Walk to Beach
Whether chasing sunsets, grilling out, or splashing in the pool, we offer the perfect mix of comfort, convenience, and coastal charm for your vacay. 📍 LOCATION ✦5-min walk to TWO beach accesses ✦Close to Destin Commons ✦Quiet street with a laid-back beach vibe ✔3 Bedrooms ✔Private Plunge Pool ✔323 Steps To The Beach ✔Fenced Backyard ✔Fire Pit + Park Style Grill ✔Smart TVs In All Rooms ✔Digital Game Table ✔Beach Wagon + Beach Chairs (4) ✔Easy Parking + Unloading ✔1100 sq. ft Open Floor Plan

Upgraded 7th Flr Pelican Beach Resort-on the beach
Beautiful 7th-floor beachfront condo at Pelican Beach Resort with sweeping, unobstructed Gulf views from the living room, kitchen, dining area, and private balcony. Guests love the coastal charm and wood-look tile flooring throughout. Watch dolphins from the balcony in the morning and enjoy stunning sunsets in the evening. Features a fully updated kitchen, stylish furnishings, smart TVs with Netflix, high-speed Wi-Fi, and beach chairs with umbrella stored in the unit. A true guest favorite!

Sugar Sand Cottage at Destin Pointe
This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

Majestic Ocean Views, Oceanfront Condo, Renovated!
Located right on the beach, this spacious condo has breathtaking unobstructed Gulf views, updated floors and appliances and sleeps six. Decorated in soothing designer colors with a coastal feel, the unit has a bedroom with a comfortable king size bed, flat screen TV and private bathroom; two bunk beds in a hallway alcove, a 2nd bathroom with shower, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa..

Luxury Destin 1BR - Jetty East Beach Resort Condo
Discover a tranquil retreat at Jetty's East in Destin, Florida. Unit 104A is a charming 1-bedroom condo located within this beachfront complex. Enjoy direct beach access just steps away. Relax in the comfortable living area, prepare meals in the fully equipped kitchen, and unwind in the cozy bedroom. Take advantage of the resort amenities, including a pool, hot tub, tennis courts, and fitness center. Explore nearby attractions, shops, and restaurants for a delightful beach getaway.

Renovated Beachfront Condo with Sensational Views!
RENOVATED! Our family vacation condo is at the 17th floor of Pelican Beach Resort, a sought after resort in Destin, FL with its central location and amenities. Pools, hot tub, gym, sauna, Tiki bar, tennis courts. You can enjoy the amazing views of emerald ocean and endless beaches of Destin while having your favorite drinks at its private balcony. Our condo is freshly painted and has upgraded furniture, new sleeper sofa, dining set, bar stools, all mattresses replaced.

Deja View-Beachfront-Heated Pool-Elevator
Discover "Deja View" - it's all in the name! This property provides amazing views and private beach access (beach service offered seasonally March-October) for a relaxing vacation. Our place offers a spacious one-bedroom, hall bunks, and a queen sleeper, it comfortably accommodates up to six guests. We just know that the stunning sunrises & sunsets will have you feeling that "Deja View" time and time again!

Ocean Paradise - Beach view - Bonus Beach Service
Beach Service for daily set-up of umbrella & 2 chairs included. Available 3/1/26-11/30/26. Enjoy the gorgeous ocean view in this spectacular 2 bedrooms + 2 full bathrooms condo (972 sqft). Steps from the private beach. Ranked as one of Destin's Top Resorts. Lagoon pool, ocean-front heated pool, gas grills, work-out room, tiki-bar, gated resort, free parking, WiFi, and 24-hr security.
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

$Early June special! PM me for a great rate$

Deeded Beach Access, Views, Pool, Free TIki Cruise

Private POOL- Gated beach access-grill-backyard

* NEW * 3BR Pool & Hot Tub l 10 min to Beach

Walk to Beach · Private Heated Pool · Fenced

Summer Specials *Fully Loaded* Pool & Hot Tub

Incredible Ocean Views & Beach-Walk 2 Beach

#1 4BR HUGE PET Friendly Home Away from Snow!
Apartment rentals with a pool

Steps to newly expanded beachfront! Renovated

View of beach/balcony/steps to sand/2 King suites

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool

High-End Beachfront Condo w/Breathtaking Gulf View

Gulf-Front Corner 3BR | Sunrise & Sunset Views

Beach Haven l Beautiful Lagoon Pool & Ocean View

308 Gulf Views • SUPER Special Book June 13th

Condo With Serene Panoramic Views of the Gulf
Other holiday rentals with a pool

Cozy Condo. Sunrise and Sunset

Beachside Ground‑Floor Getaway with Pool

Modern Memories - Peaceful Lakeside View

* The Dock Condo * Waterfront zen in Bluewater

GOLF CART included. Seasonally Heated Pool!

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Salt Pool & Spa, Heat Opt, Cali King Bed, Beach 4M

Emerald Grande 329
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Seacrest Beach
- Opal Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Village of Baytowne Wharf
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- Fort Walton Beach Landing
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Topsail Hill Preserve State Park
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Jade East Towers
- The Track - Destin
- Morrison Springs
- Destiny East
- Johnson Beach
- Dune Allen Beach Access
- Things to do Okaloosa County
- Things to do Florida
- Art and culture Florida
- Food and drink Florida
- Wellness Florida
- Sports activities Florida
- Nature and outdoors Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Things to do United States
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